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Bookmarks will only open in last tab created

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MacBook Air with 10.11.6 El Capitan now with 10.12 Sierra
Opera 40.0 now 42.0

I've been using Opera literally for years in the same fashion. Perhaps started doing this when tabs first started. Version 9? 10? Anyway...

Two virtual desktops.

Left desktop is my surfing desktop. Three to 10 tabs open at the same time and whenever there's a link I'm interested in reading, two finger click (or CTRL+click) and "open in new tab"

Right desktop is webmail, national group web page, local group google page, another local group google page.

Now that I'm thinking about this I've used it roughly the same way since Opera 10 or so. When I first open Opera I go to the first desktop and click on the "O" in the launch pad. Single page, single tab comes up with my start page. I go to the other virtual desktop, two finger click (or CTRL+click) on the "O" and "New Window". A new window opens with my start page. I have "Right Side" as part of my bookmark bar so I two finger click (or CTRL+click) and "Open All". Sign into my webmail and close the tab with the start page.

That's the way I open Opera.

Then I go back to the left hand desktop and start looking at whatever. Banking, news, ebay, icanhazcheezeburger, whatever.

Now, just started when I was using Opera 40 on MacBook Air and OS X 10.11.6 El Capitan, it was working correctly. I got a notice that my bank page, that I've used not quite daily though Opera on five/six different Macs, was using a certificate that wasn't transparent so Opera wouldn't let me see the page. Okay, lemme see if I've got the latest Opera. Nope, I'm running 40. So I go to opera.com and download the installer. Once that comes up I close out Opera and install the new version. Go to "about://" and see I'm running Opera 42.0. So I open it all up again.

Well, now when I use things in the bookmark bar at the top of every tab, it works correctly.
BUT
When I click on the "Bookmarks" menu item at the top of the desktop and go to any of those bookmarks, it opens in the right hand page in the tab I use for email. Every time. Every bookmark (yes, I clicked on all 200+ to check)

I have:

opened 5 new tabs in left hand side desktop to see if it opens in the newest tab. No, still right side in email tab

clicked on each and every bookmark listed in the Bookmarks menu item. Every one of them opens in right side email tab

closed out every program running, logged out and logged back in as user

closed out every program running, shut down computer then started back up

clicked on bookmarks in the bookmarks bar. These all open correctly in the current open tab no matter which side or new or old tab

Updated Opera from 40 to 42

Updated OS X from 10.11.? to 10.11.6 to 10.12

closed right side window. it works properly when only one window is open

gone to left side desktop, click on bookmarks bar bookmark, works correctly, click on bookmarks in menu then a bookmark. still switches to right side desktop and opens in the email tab

Left the first tab open in the right hand side after opening all the standard ones. Went to left hand side and Bookmarks/(any of them) still opens in right hand side email tab.

Moved a bookmarks folder down to the bookmarks bar. Now opening any of those in that folder works correctly.

It’s ONLY the bookmarks from the menu item at the top of the desktop bookmarks.

Did I happen to mention part of my job requires software troubleshooting?

Absolutely, that is the expected behaviour and when I get back home I completely expect this to be the only machine this happens to.

I'm also semi-convinced it's because this machine has been upgraded from Snow Leopard through Sierra without a clean install at any point, there's a file or set of files where a permissions thing got overlooked or a hiccough happened.

I also run my own mail server and get a personal use certificate for it. With this machine only I can check "Accept this certificate permanently" every single time I go to that server until I'm blue in the face and it will still come up as an untrusted certificate. I have to go into Opera/Preferences/Privacy and Security/Manage Certificates and manually change the drop down to "Always Trust" for that server.

When I get a spare few hours I believe I'm going to download the installer for Sierra, wipe the computer and try to install fresh. This is my travel notebook so it's slightly below slamming hand in car door for priority but it is annoying.

set up normal surfing profile with left and right desktops bookmarks open in right desktop in my email tab.
Swapped left window for right window and reset all the tabs to be back to "normal" (trying to see if it's the last window open) and nope, bookmarks still open in right window email tab.

I've started opening a new tab in the right window after everything's set up. So far that new tab will be where bookmarks open no matter which window I click on the bookmark. I can then drag that tab back over to the left window. After that if I open another bookmark, it opens in the right window email tab unless I create yet another new tab each time I want to use a bookmark.

Well 24 hours of a stomach flu later (yick) I downloaded Sierra's installer and made an installer thumbdrive. Blew away the whole laptop and reinstalled. Just so I wouldn't be putting something causing this on I installed Opera first. Same behaviour. Bookmarks from the menu open in the email tab only. Riggin' friggin'

I am right there with you Trid. Ever since I installed the new Opera update 3 days ago (update was from a few days before that), every Bookmark I go to pops up in some random tab. I currently have 4 windows open on my Mac, with about 6 tabs each. The selected Bookmark, will just pop up n a randomly minimized window tab. Same happens when I click on anything from my History.

Makes for a fun hide and seek game, but is actually a pain. Have not had this issue before on any browser, so hopefully Opera will figure a fix post haste.

and now the same action on my Mac Pro at work. It's the bookmark sharing. Has to be. This only started happening when the bookmarks propagated. Hide and seek, yes, now there's a new twist to this:

Same setup, two windows, left and right
Left is surfing set, a bunch of tabs.
Right is static, email and a few online google groups I'm a member of.

Left window, open new tab using plus sign in tab bar.
using bookmark bar, new page opens as you'd expect, in the active (new) tab in the left window
using Bookmarks menu item from menu bar at top, ANY bookmark chosen will open in the active tab in the RIGHT window.

Newest twist:
Use plus sign in tab bar on both windows to open new tab
use Bookmarks menu item in left window, page opens in last active tab in right window. Clicked on the back arrow to return to where that tab is supposed to be.
use Bookmarks menu item in right window, page opens in last active tab in left window. WTF?
I've tried this multiple times with various open windows, new tabs, old tabs, moved tabs, shifted tabs between windows, etc. It always works the same way now, any bookmark opened via the Bookmarks menu item will open in the OTHER window in the active tab there. Joy.

So now when I leave the right hand side window, I must leave a blank tab open and active or I'll not think about it, come back to my surfing page (left side) and go to one of my bookmarks and move away from a page I want to keep static, such as email.

OK, here's the funny thing about Opera as opposed to Safari with it's Apple Support Discussion groups; here at Opera it's just folks talking, there never seems to be anyone from Opera that comes on and offers advice and helps. I am sure the good folks at Opera are working to fix this annoying problem with a new update, but couldn't they mention that to us in the meantime?

I don't know how to post a picture on this forum so I guess I'm typing a bit for this:

Four different machines, I don't have the MacBook Air that started this online so I'll have to get the info from it tonight. I've also got another Mac Mini that for some reason is showing a yellow screen when trying to use Share Screen. That just started with latest OS X update. Have to get that tonight as well. If only to make sure they're all reading the same version of Opera as well as OS X

Mac Mini. When I had this in the About:// page it worked correctly:
Version: 39.0.2256.48 - Restart Opera to update to version 42.0.2393.94
Update stream: Stable
System: Mac OS X 10.11.6 64-bit

When I clicked on the relaunch now the bookmarks from the menu bar opened in the opposite window (incorrect way of opening)
Version: 42.0.2393.94 - Opera is up to date
Update stream: Stable
System: Mac OS X 10.11.6 64-bit

iMac. Note on this, a few days ago I saw that it was still behaving correctly so I disabled the bookmarks sync. It remained behaving correctly until this morning. DAMN! So it's not the sync. I did NOT update the version nor anything else on the system from the past week where it was behaving to this morning where it was not and the version has not changed.

Still iMac. Bookmarks from the menu bar open in the opposite window (incorrect) started this morning
Version: 42.0.2393.94 - Opera is up to date
Update stream: Stable
System: Mac OS X 10.11.6 64-bit
Version information

Mac Pro. Bookmarks from the menu bar open in the opposite window (incorrect) has been doing this for a week now:
Version: 42.0.2393.94 - Opera is up to date
Update stream: Stable
System: Mac OS X 10.11.6 64-bit

Formatting does not stick around apparently. Those were in the format of the about:// screen with new line/carriage returns after each value. Oh well, still readable and you know how it's supposed to look.

Look up in the "History opens in the wrong window" He's got the same thing going on and yes this is the same actions as bookmarks. Single history thing opens in another window, show all opens in the current window.

Trin, thanks for the detailed answers.
I am still having the same problem since the latest update on my Macbook Pro: version 42.0.2393.94. Ever since that update, whenever I choose a bookmark from the top Bookmarks menu or choose anything from History, the selected website does not open in the tab I am currently using. Instead it opens up in a tab on a minimized Opera window. I have 5 Opera windows open, each with various tabs, with 4 windows at a time minimized. When I choose a bookmark or history, it will generally open in the left most minimized window's visible tab, but sometimes it will open in a different tab. Since the update it will never update in the tab I am using.